59278-65-8 | 2-Amino-4-bromobenzaldehyde

Packsize	Purity	Availability	Price	Discounted Price
250mg	95%	in stock	$7.00	$5.00
1g	95%	in stock	$9.00	$6.00
5g	95%	in stock	$20.00	$14.00
10g	95%	in stock	$35.00	$25.00
100g	95%	in stock	$333.00	$233.00

Description

• Catalog Number: AB61038
• Chemical Name: 2-Amino-4-bromobenzaldehyde
• CAS Number: 59278-65-8
• Molecular Formula: C7H6BrNO
• Molecular Weight: 200.0326
• MDL Number: MFCD08458822
• SMILES: O=Cc1ccc(cc1N)Br

Computed Properties

• Complexity: 129
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 10
• Hydrogen Bond Acceptor Count: 2
• Hydrogen Bond Donor Count: 1
• Rotatable Bond Count: 1
• XLogP3: 1.9

Upstream Synthesis Route

The upstream synthesis of 2-Amino-4-bromobenzaldehyde typically starts from 4-Bromobenzaldehyde as the starting material. The synthesis route is as follows:

1. Nitration:
4-Bromobenzaldehyde is subjected to nitration by treating it with a nitrating mixture, usually concentrated sulfuric acid (H2SO4) and nitric acid (HNO3). This results in the formation of 4-Bromo-2-nitrobenzaldehyde as the main product, alongside other possible isomers which can be separated by appropriate purification methods.

2. Reduction:
The nitro group of 4-Bromo-2-nitrobenzaldehyde is then reduced to an amino group. This is commonly achieved by using reducing agents such as iron powder in the presence of hydrochloric acid (Fe/HCl) or catalytic hydrogenation with palladium on carbon (Pd/C) under a hydrogen atmosphere. The result is the formation of 2-Amino-4-bromobenzaldehyde.

During steps involving reagents like HNO3/H2SO4 or Fe/HCl, it's pertinent to control temperatures and reaction times to prevent overreaction or decomposition of the desired product. After each step, the product is usually purified by methods such as recrystallization or column chromatography, and its purity is confirmed through analytical techniques like NMR or HPLC before proceeding to the next step.